Insights

Notes from the room.

What we've learned designing and facilitating retreats for leadership teams. Practical writing on alignment, culture and execution from two former executives.

A meeting room set in a U shape with printed materials at every seat, ready for a leadership session
Featured · Retreat planning

How to Plan an Executive Leadership Retreat That Changes Behavior

Judge a retreat by what leaders do differently afterward. Six planning steps from two former executives who design and facilitate executive retreats.

Mike Fromhold and Brittany Tipton · 6 min readRead the article
The library

Articles and every newsletter issue.

Two leaders in conversation at The Collective, one listening closely as the other talks
AI and leadership

The Human Advantage in the Age of AI

This past weekend AI priced two dozen retreat venues for us in under an hour. It couldn't tell us which one would make a team feel like they matter. That part is still ours.

Mike Fromhold · 3 min read
Brittany Tipton presenting a slide on how culture changes to a room of executives
Keynote speaking

What Makes a Leadership Keynote Worth the Hour

Most keynotes are forgotten by the following Monday. The ones that change how people work share a few traits, and none of them is a better slide deck.

Mike Fromhold and Brittany Tipton · 3 min read
A university cabinet at work in a bright retreat room
Executive coaching

Why Retreat Priorities Stall After the Offsite, and How Coaching Keeps Them Moving

The window between a great retreat and a forgotten plan is about two weeks. Here is why priorities stall, and what keeps them moving.

Mike Fromhold · 2 min read
Brittany Tipton teaching a room of leaders in front of a presentation screen
Leadership development

When Your Best Performer Becomes a Manager

The skills that earned the promotion are rarely the skills the new job needs. What new managers need, starting with how their words land.

Mike Fromhold · 2 min read
A leader writing her team's start and stop commitments on a poster at the table
Team alignment

How to Carry Retreat Priorities Into Every Department

An executive team can leave a retreat aligned while every department keeps doing exactly what it did before. Here is how the priorities reach the people doing the work.

Brittany Tipton · 2 min read
Mike Fromhold and Brittany Tipton leading a session in front of the Everest mountain banner
Culture

How to Turn Company Values Into Everyday Behavior

Most companies have values. Far fewer have values you can see in how people act on a Wednesday afternoon. Here is how leaders close that gap.

Brittany Tipton · 2 min read
Executives laughing together during a break at a Collective event
The Collective

Why Executives Need Peers Outside Their Own Company

The higher a leader climbs, the fewer people tell them the truth. Peers from outside the company are often the ones who still will.

Mike Fromhold · 2 min read
Mike Fromhold and Brittany Tipton reviewing a plan together on a laptop
AI and leadership

IT Architects the Technology. The CEO Architects the Enterprise.

Only 12% of CEOs say AI has delivered both higher revenue and lower costs. The companies getting a return have a CEO who owns the architecture.

Mike Fromhold · 2 min read
A leader writing the team's start and stop commitments on a chart
AI and leadership

AI Is a Tool. Start With the Problem.

Every company exists to serve a purpose, and AI is one of the tools to get there. The order you think in decides whether it pays off: outcome, then problem, then tool.

Mike Fromhold and Brittany Tipton · 2 min read
Executives in small-group conversations around tables at a Collective roundtable
AI and leadership

Why AI Tiger Teams Stall

Handing AI to a small, smart team feels decisive. Most of those teams end up with impressive demos and very little change in how the company works.

Mike Fromhold · 2 min read
Mike Fromhold and Brittany Tipton looking at a laptop together
AI and culture

How to Help Your People Use AI With Confidence

People adopt AI when they feel safe experimenting, see their leaders go first and know what it means for their own role. Here is how leaders build that confidence.

Brittany Tipton · 2 min read
Executives at tables in front of a screen that reads The Collective
AI and leadership

Five Questions to Answer Before Your Next AI Pilot

PwC found that 74% of AI's economic value goes to the top 20% of companies. The leaders in that group answer five questions before they approve the next pilot.

Mike Fromhold and Brittany Tipton · 2 min read
A small leadership team working through priorities on paper at a round table
Team alignment

5 Signs Your Executive Team Is Misaligned (And What to Do About It)

Misalignment rarely looks like conflict. It looks like a hard-working team that keeps producing less than the sum of its parts. Here are the five signs we see most, and the fix for each.

Mike Fromhold · 6 min read
Brittany Tipton presenting to a group of leaders
Culture assessment

What Is a Culture Assessment and Why Does Your Leadership Team Need One?

Most senior leaders believe they understand their culture. The information that reaches the top has been filtered on the way. A culture assessment shows the culture people experience today.

Brittany Tipton · 5 min read
Mike Fromhold and Brittany Tipton on stage in front of a slide about connection
Culture

The Culture Gap: Why Leadership Alignment Is Often an Illusion

Most leadership teams believe they're aligned. Then the organization starts to operate, and the signals fragment. The space between agreement and behavior is the culture gap.

Brittany Tipton · 3 min read
Two leaders at a shared table, one working on a laptop
Executive burnout

Executive Burnout Is a Leadership Systems Problem

Executive burnout rarely looks like collapse. It looks like competence without energy. The usual explanation is workload. The more accurate one is design.

Mike Fromhold · 3 min read
A participant smiling while speaking into a microphone during a leadership session
Leadership development

Why Leadership Development Works Best Off-Site

Slide decks, webinars and generic frameworks don't match what leaders face today. The leaders who grow fastest build judgment and self-awareness in rooms designed for depth.

Brittany Tipton · 4 min read
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Everest Discovery · 5 minutes

See where your team stands.

Ten questions across connection, clarity, alignment and execution. You’ll see your greatest opportunity at the end with no email required, then decide if a retreat makes sense.

Built from 40+ years of leading teams inside multi-billion-dollar companies.

Sample result
Execution is your greatest opportunity.
Overall 48 today · 74 ideal
Execution40 → 93
Alignment53 → 80
Clarity50 → 70
Connection50 → 60
TodayOpportunityIdeal